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Shady Side, MD Homes for Sale with Acreage

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  • 1436 Haile Pkwy, Shady Side, MD 20764
    1436 Haile Pkwy, Shady Side, MD 20764
    /2

    $100,000

    • Land
    • 1 Acre
    • $100,000 per Acre

    1436 Haile Pkwy, Shady Side, MD 20764

    Sub-division potential for this undeveloped, 1 acre lot! May be able to reconfigure to 2 separate lots. Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility. With

    Joan Stansfield Samson Properties

    1436 Haile Pkwy, Shady Side, MD 20764
  • 4750 Frederick Ave, Shady Side, MD 20764
    4750 Frederick Ave, Shady Side, MD 20764
    4750 Frederick Ave, Shady Side, MD 20764
    /76

    $3,500,000

    • 5 Beds
    • 5.5 Baths
    • 4,620 Sq Ft

    4750 Frederick Ave, Shady Side, MD 20764

    Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    4750 Frederick Ave, Shady Side, MD 20764
  • 1495 Shady Rest Rd, Shady Side, MD 20764
    1495 Shady Rest Rd, Shady Side, MD 20764
    /2

    $125,000

    • Land
    • 4 Acres
    • $31,250 per Acre

    1495 Shady Rest Rd, Shady Side, MD 20764

    Discover a unique investment opportunity with this expansive 4-acre parcel of land, perfect for those looking to capitalize on future development potential. Nestled in a serene setting, this property offers ample space for creative vision-whether you envision a private retreat, agricultural venture, or a residential community. The generous lot size provides flexibility for various projects,

    Shawn Kerr Union Preferred Realty

    1495 Shady Rest Rd, Shady Side, MD 20764
  • 1650 Cedar Ln, Shady Side, MD 20764
    1650 Cedar Ln, Shady Side, MD 20764
    1650 Cedar Ln, Shady Side, MD 20764
    /35

    $729,900

    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft

    1650 Cedar Ln, Shady Side, MD 20764

    Experience Unmatched Privacy and Tranquility from this unique non-riparian waterfront home set on over 3+ scenic acres. Fall in love with sweeping water views and the serene presence of native wildlife—waterfowl, deer, eagles, and more—all just outside your door. Enjoy panoramic vistas of a natural pond, with the stunning Chesapeake Bay visible in the distance. On clear days, the Bay Bridge is

    Ray Mudd Schwartz Realty, Inc.

    1650 Cedar Ln, Shady Side, MD 20764
  • 5280 Cedar St, West River, MD 20778
    5280 Cedar St, West River, MD 20778
    5280 Cedar St, West River, MD 20778
    /3

    $69,999

    $10K PRICE DROP
    • Land
    • 1.04 Acres
    • $67,307 per Acre

    5280 Cedar St, West River, MD 20778

    Beautiful 1.04-acre wooded lot offering privacy and a peaceful natural setting. The property provides a wonderful opportunity to build your dream home surrounded by trees while still being conveniently located near local amenities, restaurants, shopping, and commuter routes.

    Melissa Chick Engel & Völkers Annapolis

    5280 Cedar St, West River, MD 20778
  • 1582 Snug Harbor Rd, Shady Side, MD 20764
    1582 Snug Harbor Rd, Shady Side, MD 20764
    1582 Snug Harbor Rd, Shady Side, MD 20764
    /54

    $619,900

    • 4 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    1582 Snug Harbor Rd, Shady Side, MD 20764

    Rare 1-acre private lot located in sought after Idlewilde Acres backing up to Jack Creek Park! Upgrades include: 2023 enlarged rear decking, ADT Alarm system, generator hook up. 2023 full kitchen renovation - upgraded cabinetry, leathered granite counter-top, farmhouse sink, back splash upgraded stove top / microwave, and all new wood flooring on main level. Renovated half bath-2023. 2024 new

    Steven Songer Maryland Waterfront Properties LLC

    1582 Snug Harbor Rd, Shady Side, MD 20764
  • 1110 Cherry Point Rd, West River, MD 20778
    1110 Cherry Point Rd, West River, MD 20778
    1110 Cherry Point Rd, West River, MD 20778
    /16

    $1,550,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,580 Sq Ft

    1110 Cherry Point Rd, West River, MD 20778

    TO BE BUILT – Exceptional Luxury Home with 1-Acre Waterfront Lot and Private Boat Ramp Experience the rare opportunity to build a custom luxury waterfront home just minutes to the Chesapeake Bay. Nestled on a tranquil wooded lot in West River, this stunning new construction residence offers the perfect blend of refined craftsmanship, modern comfort, and waterfront living. Thoughtfully designed

    Michael Reible Realty Advantage of Maryland LLC

    1110 Cherry Point Rd, West River, MD 20778
Maryland Anne Arundel County Shady Side

Homes for Sale with Acreage in Shady Side, MD

Home Prices in Shady Side, MD

The median home sale price in Shady Side, MD is $439,950, up 10% year-over-year. Homes in Shady Side sell in 41 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$439,950
Median Single Family Sale Price
$450,000
Median 2 Bedroom Sale Price
$325,000
Median 1 Bedroom Sale Price
$315,000
Average Price Per Sq Ft
$322
Number of Homes for Sale
31
Last 12 months Home Sales
92
Months of Supply
4.00
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Finance a Home How to Sell a Home

In Shady Side, there are currently 7 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Shady Side, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Shady Side and discover the potential and freedom that comes with owning your own piece of property.

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